2,2-Dimethyl-1-(thiophen-2-yl)propan-1-one → 3-Bromo-4-propylthiophene

Reaction equation

[Br:1][C:2]1[C:6]([C:7](=O)[CH2:8][CH3:9])=[CH:5][S:4][CH:3]=1.CC(C)(C)C(C1SC=CC=1)=O>>[Br:1][C:2]1[C:6]([CH2:7][CH2:8][CH3:9])=[CH:5][S:4][CH:3]=1

Participants

Reactant 2

HCID 27769762,2-Dimethyl-1-(thiophen-2-yl)propan-1-one

HCID 105368333-Bromo-4-(1-oxopropyl)thiophene

Product 1

HCID 104886873-Bromo-4-propylthiopheneYield 66%

Procedure

Following the procedure of Example 10a, substituting 3-bromo-4-(1-oxopropyl)thiophene, from step 52a above, for the 2,2-dimethyl-1-thiophenyl-1-propanone in step 10a, the title compound was prepared in 66% yield. NMR (CDCl3) δ:7.22 (d, J=3 Hz, 1H), 6.95 (d, J=3 Hz, 1H), 2.56 (t, 7.5 Hz, 2H), 1.65 (sextet, J=7.5 Hz, 2H), 0.98 (t, J=7.5 Hz, 3H).

Sources & evidence

ORD record: ord-43871736c1d3464e820cc314858a0438
Source dataset: uspto-grants-1997_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05597832

Reaction notes

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